Reaktion #5229

Reaktionsgleichung

2-Phenyl-pyrrolo[3,4-c]quinolin-3(1H)-one

m-chloroperbenzoic acid

→

2-Phenyl-pyrrolo[3,4-c]quinoline-3(1H),4(5H)-dione

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with sodium carbonate solution
2. 2
   TrocknenThe organic layer was dried over magnesium sulfate
3. 3
   Sonstigethe solvent was removed in vacuo
4. 4
   SonstigeThe reaction was quenched with methanol
5. 5
   EinengenThe reaction mixture was concentrated in vacuo
6. 6
   Extraktionthe resulting aqueous solution was extracted with ethyl acetate
7. 7
   Trocknenthe organic layer was dried over magnesium sulfate
8. 8
   Sonstigethe solvent was removed in vacuo
9. 9
   SonstigeThe residue was triturated with ether

Vorschrift

A mixture of 2-Phenyl-pyrrolo[3,4-c]quinolin-3(1H)-one (60 mg), and m-chloroperbenzoic acid (105 mg) in 3 mL of methylene chloride was kept at room temperature for 24 h. The mixture was diluted with methylene chloride and washed with sodium carbonate solution. The organic layer was dried over magnesium sulfate and the solvent was removed in vacuo. The residue was heated at 50° C. for 3 h with 1 mL of acetic anhydride. The reaction was quenched with methanol and made basic with ammonium hydroxide. The reaction mixture was concentrated in vacuo, and the resulting aqueous solution was extracted with ethyl acetate, the organic layer was dried over magnesium sulfate and the solvent was removed in vacuo. The residue was triturated with ether to afford 2-Phenyl-pyrrolo[3,4-c]quinoline-3(1H),4(5H)-dione (Compound 16) as a white solid.

Quelle